Gay Sissy Bondage Stories

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The Hanky Code Pt. 15

by His_fag_wife on Sep 14, 2017
Gay Male

Mistress Caprice stood in front of me and looked deep into my glazed eyes, as I rocked up and down on my rubber cock. "I had to pay a pretty penny for you bitch, after so many people had watched some of your more extreme videos. A lot of very depraved people could see just how much use you might be." "But I wanted you before your inevitable trip to the far...

The Visitor Ch. 04

by Leanne_sissy on Sep 26, 2017
Gay Male

This is the fourth part of my story, based on experience, I am afraid that this episode does contain enforced drugging, please don't read this if it offends and just think of it as a story, fiction, though in this case not. I apologise to those who want immediate sex, my chapters are quite short and this one particularly so, it is quite stressful trying to p...

The Exploits of Cockslut Kelly 05

by CSK on Aug 29, 2017
Gay Male

WARNING!! THIS IS A GAY MALE STORY, BUT IT IS ALSO AN EXTREME BDSM STORY AS WELL. THIS STORY COULD EASILY BE PLACED INTO ANY OF THE FOLLOWING CATEGORIES DUE TO THE CONTENT: GAY MALE, BDSM or FETISH. I HAVE REQUESTED THIS FOR THE GAY MALE SECTION, BUT IT MAY END UP IN THE BDSM SECTION OR ANY OF THE OTHERS IF THE EDITORS OF LITEROTICA DECIDE TO RE-CATEGO...

My New Master

by jasoninsjca on Aug 18, 2017
Gay Male

Finding a new place to live is always a drag and I was spending Saturday morning looking through the online classifieds for someone to share a house or apartment with. There were plenty of ads that looked just fine but one jumped out at me and raised my curiosity. It was an ad from a 50ish guy looking for a guy to share his four bedroom house. That in itself...

The Exploits of Cockslut Kelly 01

by CSK on Aug 29, 2017
Gay Male

Hello my fellow perverts and welcome to my very first story on Literotica (but certainly not my last. My little perverted mind has so many lovely stories and fantasies to share with you). I love this site because we can share our deepest, darkest and most depraved fantasies (and past experiences) with other likeminded individuals. My stories will most likely...

Bi-Curious to Cock Sucker

by osodd_boi on Aug 30, 2017
Gay Male

I looked forward to meeting Mistress D again, but wondered what it would be like. I had shared so many of my deepest fantasies and desire. Things that I wanted to experience but was also terrified would. Mid-morning I called Mistress D's phone and got her voice mail. I left a message that I would like to see her tonight if possible, and asked her to call me...

Intergalactic Porn Star Pt. 02

by JasonClearwater on Oct 31, 2018
Gay Male

Author's note: Intergalactic Porn Star is a work of gay male science fiction. Set in the distant future, it follows the adventures of a man who's recruited by an organisation that provides hard core gay porn to Earth's interstellar colonies. It features staged scenes of extreme bondage, dominance and submission, between consenting adults who enjoy their w...

Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

Johnny Uses Me

by analvirgin4older24 on Sep 1, 2017
Gay Male

I was 18 years old just out of high school, I had got a construction job with some guy who was friends with my dad. John was 55 years old, 5'9'' 270 pounds. He was a stereotypical pot bellied dark Italian guy, think the Soprano's Big Pussy. He hooked me up with the job and every Friday we would hang out with a few other guys we worked with and get a buzz and...

Nephew's Readjustment Pt. 18

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! Last part. ***** Cynthia took her nephew out again the next day under the pretense of it...